Vacation rentals with breakfast in Mesaria

4.97 out of 5 average rating, 116 reviews

An open-plan living area featuring textured stone walls and a high arched ceiling. A wooden dining table is surrounded by chairs, with a modern kitchen visible in the background. A cozy seating area offers comfortable sofas, while a small plunge pool is nestled in one corner.

Earthen home in Emporeio

Canava Villas II - Heated Pool - Santorini

Villa#2 comes in 2 level floors and accommodates up to 6 people. On the ground floor there is a master bedroom, bathroom, fully equipped kitchen, lounge and WC. The upper floor provides 4 single floor mattresses or 2 double ones & its own bathroom. Outdoor private pool with Jacuzzi, patio, dinning area and sun lounges! Welcome drinks, basket of seasonal products, Nespresso coffee, Concierge services, A/C, Netflix, daily housekeeping, laundry services and many more amenities are waiting for you!

4.95 out of 5 average rating, 413 reviews

A private heated pool is seen on a terrace, offering unobstructed views of the deep blue sea and distant islands. The scene includes iconic white buildings with blue domes, set against a clear sky, showcasing typical Santorini architecture.

Cycladic home in Oia

Island blue, postcard perfect view & private pool

Traditional cave house located in the most famous location in Santorini Island with breathtaking postcard perfect views of the blue domed churches! 2 bedrooms, double beds 2 cave bathrooms. Outdoor heated pool with view! Next door to Santorini blue, Eternity & new home Serenity. Fully equipped with all amenities, welcome basket,daily maid/pool service,villa manager to assist with all activities. Our other villas Santorini blue,Eternity,Serenity,Captains blue, Secret garden,Sailing & Sky blue

Cycladic home in Pyrgos Kallistis

A sunlit terrace is featured, adorned with minimalist black loungers positioned for relaxation. The whitewashed walls create a bright contrast against the clear blue sky, while distant views of the sea can be seen at the horizon.

Olyra Traditional Cave Houses

Experience the essence of Santorini, where time stands still. Olyra is more than just a place to stay; it is a 200-year-old historic bakery, thoughtfully reimagined as a sanctuary of elegance within the medieval village of Pyrgos. Awaken in cave-hewn rooms and surrender to the magic of the sunset from our private rooftop, with the entire Aegean unfolding at your feet. Here, Dimitra’s warm hospitality and the village’s tranquil soul create the very experience others only ever find in pictures

4.98 out of 5 average rating, 275 reviews

Guest suite in Pyrgos Kallistis

A private terrace features a tranquil pool surrounded by a smooth, light-colored deck. Cozy, round seating is positioned nearby, offering a view of the expansive blue sea and hills in the distance. A small wooden table holds refreshments, inviting relaxation.

Infinity Pool • Luxury Villa • Sea View

Enjoy breathtaking sunsets and panoramic views of the Caldera, volcano and Aegean Sea from your private pool and terrace. Located in Pyrgos, Vista Dall Alto combines privacy, comfort and easy access to every corner of Santorini. The villa features 2 comfortable bedrooms, 2 modern bathrooms, a fully equipped kitchen and spacious indoor and outdoor living areas. Enjoy complimentary breakfast delivery and daily housekeeping while relaxing by your private pool and enjoying sunset views.

4.96 out of 5 average rating, 203 reviews

4.99 out of 5 average rating, 232 reviews

A private terrace features comfortable seating with plush cushions, small wooden table, and decorative bottles. The space provides a clear view of the deep blue ocean and surrounding caldera, complemented by the whitewashed buildings of Oia in the background and a bright blue sky.

Guest suite in Oia

Suite with Blue Domes View

Located in the very heart of Oia, at a secluded position on the famous caldera of Santorini, Oia Spirit is a stylish complex of 8 stand-alone traditional cave houses, with access to a shared cave pool. Right out of a post card between the two iconic blue domes of Oia. This suite has a private terrace with astonishing panoramic view to the caldera and the blue domes. Santorini International Airport is about 17 km from Oia Spirit, and the Ferry Port at approximately 23 km.

Apartment in Pyrgos Kallistis

An outdoor seating area offers stunning views of the Mediterranean Sea and volcanic landscape. A private Jacuzzi is positioned nearby, surrounded by sun loungers. A couple enjoys refreshments, while one person relaxes in a hanging chair, showcasing the tranquil setting.

Honeymoon Suite with Caldera View and Hot Tub

Honeymoon Suite belongs to Symphony suites which is a complex located in village Pyrgos and only 10 minutes driving distance away from the center, Fira. This particular suite is ideal for couples who want to visit Santorini and have moments of relaxation with a view to the volcano and the sea. -Free Breakfast is included -A tax is imposed by the city and collected at the property. 2€ per accommodation, per night -Children age under 12 years old are not allowed.

4.95 out of 5 average rating, 102 reviews

Place to stay in Vothonas

A private indoor cave pool is set within a smooth, naturally formed alcove, with gentle lighting reflecting off the water’s surface. A staircase is visible in the background, leading to a brightly lit area, enhancing the cave's unique ambiance.

Mystagoge Retreat with subterranean pool/jacuzzi

Mystagoge Retreat is a unique traditional house, which can accommodate up to two people. A private heated indoor cave pool with jacuzzi will be waiting for you to offer a mystic experience. A light breakfast basket with rusks, jam, honey, tea coffee, milk and butter. Amenities included are WI-FI, air-conditioning, in all areas of house, free parking, sun filled traditional yard with sunbeds, dining area and shared BBQ.

4.96 out of 5 average rating, 296 reviews

Cycladic home in Megalochori

An outdoor area features a stonewall backdrop with a staircase leading to a door. A circular hanging chair and a dining set with gray chairs are present. Cushions are arranged on a raised platform, while a tray with fruits is placed on the table.

Antonio Caves

Antonio Caves are a typical example of Santorinian architecture. Constructed in 1901, it was initially used as cave house wine preparation cellar and a bakery built right into the volcanic rock. In 2020 it was renovated completely and converted into 3 autonomous suites sharing a common courtyard Situated in the traditional village of Megalochori in two minutes walking distance from the picturesque square of the village

4.93 out of 5 average rating, 178 reviews

4.92 out of 5 average rating, 121 reviews

An upper balcony features a private hot tub alongside a jetted plunge pool, both overlooking a serene landscape. A panoramic view includes the sea and distant islands, with soft hues of twilight casting a tranquil ambiance.

Cave in Santorini

Villa Cloud, Heated private pool, Caldera view

This exceptional villa is 75 Sq.m, originally built inside volcanic soil has now been reconstructed with a luxurious contemporary futuristic twist. This unique property with its innovative space and surreal construction is embodied with sound motion and visual essence. The villa comprises of a fully equipped kitchen and dining/lounge area which overlooks an intoxicating volcanic view, and peaceful mesmerising sea view.

4.99 out of 5 average rating, 188 reviews

The villa showcases a private pool in vibrant turquoise, surrounded by comfortable sun loungers and chic seating areas. The whitewashed structure features a covered terrace that offers shade. Lush greenery and decorative accents enhance the tranquil environment.

Villa in Kamari

Santorini Filoxenia Luxury villa

Stunning villa with private pool and two jacuzzis ideal for families and big companies. Quiet location near the sea for relaxation. License/registration number: 1051524 The villa is in a quiet neighborhood that offers easy access to the area's delicious restaurants, lively taverns, and bustling markets. Head to the black beach for a day of seaside activities before checking out the bars and clubs in the evening.

4.95 out of 5 average rating, 178 reviews

A private heated jacuzzi is visible in the foreground, offering a stunning view of the caldera and Aegean Sea. The sun sets in the background, casting warm hues across the sky, while rugged cliffs and white buildings are seen along the coast.

Cycladic home in Oia

Blue Sky Suite with jacuzzi and caldera view

The team of Kaleidoscope Cave Houses proudly welcomes two brandly new suites to the Kaleidoscope family in the picturesque Oia village. The Blue Sky Suite, carved into the unique caldera cliff is a fully renovated suite which is located literally in 'the heart' of Oia with breathtaking views over the caldera cliffs and the Aegean Sea. The other listing is the white dome suite with plunge pool and caldera view.

4.96 out of 5 average rating, 162 reviews

A private pool is featured within a sunlit terrace, surrounded by modern architectural elements. The clear water of the pool reflects the sky, while lounge chairs are positioned nearby for relaxation. The expansive space allows for unobstructed views of the surroundings.

Villa in Akrotiri

Serra | Caldera View Suite, Private Pool & Hot Tub

Perched above the Aegean, our newly built suites offer panoramic views across the entire Santorini Caldera—from the volcanic cliffs to Fira and Oia. Designed for refined Cycladic luxury, Serra combines modern comfort with authentic Greek hospitality. Relax on your terrace, unwind in your private pool, or soak in your heated jacuzzi while enjoying an elevated, unforgettable island stay.

Popular amenities for Mesaria breakfast rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

House rentals with breakfast

4.89 out of 5 average rating, 99 reviews

Home in Santorini

Amaranthine Villa

4.96 out of 5 average rating, 151 reviews

A private patio features a soothing Jacuzzi with sunbeds for relaxation, overlooking the expansive sea and stunning Caldera views. A decorative bowl is placed on a small table beside the Jacuzzi, while soft hues of sunset create a calming ambiance in the background.

Home in Oia

Amazing View Villa Oia with Jacuzzi in Caldera

4.91 out of 5 average rating, 128 reviews

A serene outdoor terrace features a private jacuzzi surrounded by clean white walls and tiled flooring. Sun loungers are positioned nearby, and a sun umbrella provides shade. The view captures the unique architectural style of Oia, with whitewashed buildings in the background under a clear blue sky.

Home in Oia

Yposkafo Jacuzzi House

4.88 out of 5 average rating, 168 reviews

An outdoor terrace features a blue-tiled jacuzzi surrounded by glass railings. Two sunbeds are positioned nearby, accompanied by a small table. Clear skies above highlight the serene and inviting space, ideal for relaxation.

Home in Emporeio

Latipi House

4.91 out of 5 average rating, 183 reviews

A charming entrance features a light-colored door framed by rustic stone. A small table with tea settings and a decorative potted plant is placed nearby. A window box displays colorful seasonal decorations, complementing the serene atmosphere of the exterior.

Home in Santorini

Nikoletis ,B&B cave house at Arvanitis Village

5.0 out of 5 average rating, 62 reviews

A poolside area features a black wire chair and a patterned pouf, overlooking the expansive blue sea and distant island views. The clean, minimalist design highlights the serene atmosphere, while sunlight reflects off the clear water of the pool.

Home in Pyrgos Kallistis

M&D Stories Villa Santorini

5.0 out of 5 average rating, 4 reviews

Home in Merovígli

Villa with Pool and Jacuzzi

5.0 out of 5 average rating, 39 reviews

A traditional cave house exterior is presented with a light-colored facade. A wooden lounge chair is positioned beside a small table, with pots of plants adding to the charm. Coastal views and an expansive sky can be glimpsed in the background.

Home in Agrilia

Sunlight Cave Agrilia

Apartment rentals with breakfast

4.97 out of 5 average rating, 191 reviews

A round outdoor table is set on a balcony, accompanied by two white chairs. A bouquet of sunflowers and vibrant red flowers rests on the table, with two colorful glasses nearby. The expansive view of the blue sea and distant islands enhances the tranquil setting.

Apartment in Firostefani

AMAZING STUDIO IN PRIVATE VILLA

Apartment in Pyrgos Kallistis

The serene private terrace features lounge seating next to a small heated pool, framed by a large yellow awning. Views of the surrounding landscape and distant coastline are visible as twilight descends, creating a peaceful ambiance.

Prince Albus Suite with Private Plunge Pool

4.86 out of 5 average rating, 145 reviews

4.92 out of 5 average rating, 140 reviews

A balcony view showcases a vibrant landscape, overlooking the sea and surrounding hills. The table is set with a coffee pot, a yellow cup, orange juice, and fresh fruit, inviting a peaceful moment outdoors. The clear blue sky enhances the overall serene ambiance.

Apartment in Santorini

Crocus apartment minutes walk from caldera

4.94 out of 5 average rating, 159 reviews

A scenic view captures the vibrant colors of sunset over the ocean, framed by distant clouds. The foreground includes a balcony railing, adding to the serene atmosphere of the location. The soft silhouettes of the landscape enhance the tranquility of the scene.

Apartment in Merovígli

Sunrise View Retreat – B&B Apartment

5.0 out of 5 average rating, 29 reviews

Apartment in Karterados

Aquarill

4.79 out of 5 average rating, 53 reviews

A shared outdoor area features a refreshing heated mini pool with clear blue water. Comfortable dark gray lounge furniture and a hanging chair create inviting spaces for relaxation. Doors to private suites are visible in soft-toned walls, complemented by nearby planters.

Apartment in Vothonas

White Orchid Suites | 2 | Heated Shared Mini Pool

4.98 out of 5 average rating, 47 reviews

A spacious terrace overlooks a serene body of water, featuring a glass railing that enhances the view. Two white chairs and a small table are arranged for relaxation, alongside a decorative plant in a woven basket filled with white stones.

Apartment in Santorini

Cave private suite

4.98 out of 5 average rating, 60 reviews

A private hot tub is positioned on a terrace, surrounded by smooth stone steps. The panoramic view captures the serene caldera at dusk, with soft hues of orange and blue reflecting in the water. The gentle glow of outdoor lighting enhances the calming evening atmosphere.

Apartment in Oia

Junior Cave Suite at Enalion Suites

Bed and breakfast rentals with breakfast

4.93 out of 5 average rating, 172 reviews

A private terrace showcases a hot tub with sweeping views of the sea and surrounding landscape. A cozy lounge area, adorned with patterned cushions, invites relaxation under an archway, while a sunhat rests nearby, complementing the tranquil ambiance.

Cycladic home in Oia

3 Caves suite with Hot-Tub and Caldera View in Oia

Bed and breakfast in Merovígli

A modern cave suite features a spacious bed with an elegant black and white patterned coverlet. Decorative blue vases and lit candles create a serene ambiance. A small table with decorative items is positioned next to a chair, enhancing the minimalist decor.

Thea Cave suite with private terrace and hot tub

4.95 out of 5 average rating, 44 reviews

4.63 out of 5 average rating, 159 reviews

A spacious outdoor area features a stone patio with a round table and wicker chairs. A swimming pool glimmers under sunlight, surrounded by lounge chairs and thatched umbrellas. The backdrop showcases a mountainous landscape under a clear blue sky.

Apartment in Santorini

House for 4 included car, breakf (Heated Pool)

4.9 out of 5 average rating, 239 reviews

A serene outdoor seating area features a table surrounded by white chairs and a view of the horizon. A person in a wide-brimmed hat holds a drink, enjoying the atmosphere as soft sunlight bathes the space.

Hotel room

Oia bed and breakfast for 2 & swimming pool

A private terrace features a clear blue Jacuzzi surrounded by inviting sun loungers. An umbrella provides shade, while panoramic views of the Aegean Sea and surrounding landscape are visible under a bright blue sky.

Home in Vourvoulos

Tholos Arched Villa, Jacuzzi, Sea View

4.78 out of 5 average rating, 170 reviews

An expansive outdoor terrace features a pool surrounded by various lounge chairs and seating areas. Lush greenery and terracotta pots are scattered throughout, and stunning ocean views are visible in the background against a clear sky.

Bed and breakfast in Merovígli

Belle Etoile villas Santorini

4.71 out of 5 average rating, 72 reviews

Private room in Merovígli

An outdoor terrace space features a comfortable lounging area with a gray sofa adorned with patterned cushions. A wooden table stands nearby, complemented by a stylish chair. A straw hat and a light throw are casually placed, while the tranquil sea and distant hills are visible in the background.

Honeymoon Suite with Outdoor Heated Jacuzzi

4.93 out of 5 average rating, 147 reviews